3a,6a-di-(4-methoxyphenyl)tetrahydroimidazo<4,5-d>imidazole-2,5-dione | 17816-43-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3a,6a-di-(4-methoxyphenyl)tetrahydroimidazo<4,5-d>imidazole-2,5-dione
• 英文别名: 4,4'-bis(methoxyphenyl)glycouril；3a,6a-bis-(4-methoxy-phenyl)-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione；3a,6a-Bis-<4-methoxy-phenyl>-glycoluril；7,8-Bis-(4-methoxy-phenyl)-glykoluril；3a,6a-bis(4-methoxyphenyl)-1,3,4,6-tetrahydroimidazo[4,5-d]imidazole-2,5-dione
• CAS: 17816-43-2
• 化学式: C₁₈H₁₈N₄O₄
• 分子量: 354.365
• InChiKey: GLJLKZHLOCMUKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  101
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3a,6a-di-(4-methoxyphenyl)tetrahydroimidazo<4,5-d>imidazole-2,5-dione 、 1,2-二(溴甲基)苯 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 13b,13c-bis(4-methoxyphenyl)-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azulene-6,13-dione
  参考文献：
  名称：

  First immobilization of a glycoluril-derived molecular clip on Merrifield resin: facile separation of dihydroxybenzenes by affinity chromatography

  摘要：

  A practical method for the separation and purification of dihydroxybenzenes from phenol-dihydroxybenzene, methoxyphenol-dihydroxybenzene, and isomeric dihydroxybenzene mixtures was developed on the basis of affinity chromatography using a functionalized Merrifield resin. The resin was obtained by immobilization of a glycoluril-derived clip on Merrifield resin. This recyclable resin was repeatedly used for convenient and rapid separation of dihydroxybenzenes from the above-mentioned mixtures. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.154
• 作为产物：
  描述：

  4,4'-二甲氧基苯酚酯 、 尿素 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 生成 3a,6a-di-(4-methoxyphenyl)tetrahydroimidazo<4,5-d>imidazole-2,5-dione
  参考文献：
  名称：

  First immobilization of a glycoluril-derived molecular clip on Merrifield resin: facile separation of dihydroxybenzenes by affinity chromatography

  摘要：

  A practical method for the separation and purification of dihydroxybenzenes from phenol-dihydroxybenzene, methoxyphenol-dihydroxybenzene, and isomeric dihydroxybenzene mixtures was developed on the basis of affinity chromatography using a functionalized Merrifield resin. The resin was obtained by immobilization of a glycoluril-derived clip on Merrifield resin. This recyclable resin was repeatedly used for convenient and rapid separation of dihydroxybenzenes from the above-mentioned mixtures. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.154

文献信息

• Condensation reactions of benzils with ureas in ethylene glycol
  作者：Chang Kiu Lee、Sun Hee Kim、Yong Bun Kim

  DOI：10.1002/jhet.5570330403

  日期：1996.7

  Reactions of benzils and urea in ethylene glycol at 180° for 1-2 hours gave 2,4,5-triaryloxazoles as major products and bicyclic imidazoimidazole-2,5-diones as minor products. N-Methylurea and N-phenylurea gave the oxazoles under similar conditions. The solvent seemed to assist the formation of oxazole by eliminating the isocyanate components as ethylene glycol biscarbamates.

  苯甲醚和脲在乙二醇中于180°反应1-2小时，得到的主要产物为2,4,5-三芳基恶唑，次要的产物为双环咪唑并咪唑-2,5-二酮。N-甲基脲和N-苯基脲在类似条件下得到恶唑。该溶剂似乎通过消除异氰酸酯组分（如乙二醇双氨基甲酸酯）来帮助恶唑的形成。